تفاعل #9045

معادلة التفاعل

alcohol

N, N′-bis-(tert-butoxycarbonyl)-N″-(4-hydroxymethyl-phenyl)-guanidine

→

N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine

المردود 93.0%

المذيبات

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe mixture was filtered through celite®
2. 2
   غسيلthe cake was washed with CH2Cl2
3. 3
   أخرىThe solvent was removed from the filtrate under reduced pressure

الإجراء التجريبي

The alcohol (0.282 g, 0.771 mmol) from above was dissolved in CH2Cl2 (7 mL), treated with activated MnO2 (0.696 g, 8.01 mmol) and stirred at room temperature overnight. The mixture was filtered through celite® and the cake was washed with CH2Cl2. The solvent was removed from the filtrate under reduced pressure and provided N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine (0.260 g, 93%) as a white solid. 1H NMR (CDCl3) δ 1.53 (s, 9H), 1.55 (s, 9H), 7.85 (s, 4H), 9.93 (s, 1H), 10.34 (br s, 1H).

المصدر